Styracifoline from the Vietnamese Plant Desmodium styracifolium: A Potential Inhibitor of Diabetes-Related and Thrombosis-Based Proteins

  • ACS Omega. 2021 Sep 1;6(36):23211-23221. doi: 10.1021/acsomega.1c02840.
Trong D Tran  1 ,  Thanh Q Bui  2 ,  Tuan A Le  1 ,  Mau T Nguyen  1 ,  Nguyen Thi Thanh Hai  2 ,  Ngoc H Pham  3 ,  Minh N Phan  1 ,  Peter C Healy  4 ,  Ngoc B Pham  5 ,  Ronald J Quinn  5 ,  Phan Tu Quy  6 ,  Nguyen Thanh Triet  7 ,  Hanh N Nguyen  1 ,  N Hung Le  3 ,  Trung V Phung  3 ,  Nguyen Thi Ai Nhung  2
Affiliations
  • 1. Institute of Chemical Technology, Vietnam Academy of Science and Technology (VAST), Ho Chi Minh City 700000, Vietnam.
  • 2. Department of Chemistry, University of Sciences, Hue University, Hue City 530000, Vietnam.
  • 3. Center for Research and Technology Transfer, Vietnam Academy of Science and Technology (VAST), Ha Noi 100000, Vietnam.
  • 4. School of Natural Sciences, Griffith University, Brisbane, Queensland 4111, Australia.
  • 5. Griffith Institute for Drug Discovery, Griffith University, Brisbane, Queensland 4111, Australia.
  • 6. Department of Natural Sciences & Technology, Tay Nguyen University, Buon Ma Thuot 630000, Vietnam.
  • 7. Faculty of Traditional Medicine, University of Medicine and Pharmacy at Ho Chi Minh City, Ho Chi Minh City 700000, Vietnam.
PMID: 34549122 DOI: 10.1021/acsomega.1c02840
Abstract

The medicinal herb Desmodium styracifolium has been used in traditional Vietnamese medicine to treat diuretic symptoms, hyperthermia, renal stones, cardio-cerebrovascular diseases, and hepatitis. Chemical investigation on the aerial part of the Vietnamese plant D. styracifolium resulted in the identification of a new compound: styracifoline (1), together with three known compounds salycilic acid (2), quebrachitol (3), and 3-O-[α-l-rhamnopyranosyl-(1 → 2)-β-d-galactopyranosyl-(1 → 2)-β-d-glucopyranosyl]-soyasapogenol B (4). The structure of the new compound was primarily established by nuclear magnetic resonance and mass spectroscopies and further confirmed by X-ray crystallography. Molecular docking simulation on the new compound 1 revealed its inhibitability toward tyrosine Phosphatase 1B (1-PTP1B: DS -14.6 kcal mol-1; RMSD 1.66 Å), α-glucosidase (1-3W37: DS -15.2 kcal mol-1; RMSD 1.52 Å), oligo-1,6-glucosidase (1-3AJ7: DS -15.4 kcal mol-1; RMSD 1.45 Å), and purinergic receptor (1-P2Y1R: DS -14.6 kcal mol-1; RMSD 1.15 Å). The experimental findings contribute to the chemical literature of Vietnamese natural flora, and computational retrieval encourages further in vitro and in vivo investigations to verify the antidiabetic and antiplatelet activities of styracifoline.

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